Application of 53087-13-1, These common heterocyclic compound, 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
2) 1-benzyloxy-3-bromobenzene (2) undergoes Gridnard reaction to prepare 3-benzyloxyphenyl magnesium bromide, 3-benzyloxyphenyl magnesium bromide undergoes esterification, hydrolysis reaction to prepare the compound 3-benzyloxybenzeneboronic acid (3)In a 250mL two-necked flask add a clean magnesium ribbon 2.18g (90mmol), three grain-doses of iodine. Under nitrogen protection, add 1-benzyloxy-3-bromobenzene (2) 15.79g (60mmol) in dry tetrahydrofuran 40mL, the reaction was heated at reflux for 5 hours to obtain a Grignard reagent 3-benzyloxyphenyl magnesium bromide. The above-described dry tetrahydrofuran was cooled to room temperature, at minus 20 degrees Celsius was added dropwise trimethyl borate 9.36g (90mmol) in dry tetrahydrofuran solution. After addition, 3 hours reaction at room temperature. Then, 100mL saturated aqueous ammonium chloride was added and then hydrolysis reaction overnight. After reaction was complete, recover tetrahydrofuran under reduced pressure, and then acetic acid was added 100mL extraction with ethyl acetate, the organic phasewas washed with water and saturated sodium chloride solution and finally organic phase was dried over anhydrous sodium sulfate and the solvent evaporatedunder reduced pressure to give a white 3-benzyloxybenzene boronic acid (3)7.53g of crude product, yield 55%.
The synthetic route of 53087-13-1 has been constantly updated, and we look forward to future research findings.